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82669

Sigma-Aldrich

1-Pyrenebutyric hydrazide

for fluorescence, ≥97.0% (T)

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Synonym(s):
4-(1-Pyrenyl)butyric hydrazide
Empirical Formula (Hill Notation):
C20H18N2O
CAS Number:
55486-13-0
Molecular Weight:
302.37
MDL number:
MFCD00467260
PubChem Substance ID:
329769260
NACRES:
NA.32

grade

for fluorescence

Quality Level

100

Assay

≥97.0% (T)

form

solid

mp

167-171 °C

SMILES string

NNC(=O)CCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C20H18N2O/c21-22-18(23)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6,21H2,(H,22,23)

InChI key

SOPPDVMSOKMZOC-UHFFFAOYSA-N

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1-Pyrenebutyric hydrazide for fluorescence, ≥97.0% (T)

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1-Pyrenebutyric hydrazide

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assay

≥97.0% (T)

assay

97%

assay

95%

assay

98%

form

solid

form

powder

form

powder, crystals or chunks

form

crystals

mp

167-171 °C

mp

184-186 °C (lit.)

mp

132-136 °C (lit.)

mp

180-183 °C (dec.) (lit.)

General description

1-Pyrenebutyric hydrazide (PBH) finds biological/medical applications in the detection, labeling, and quantification of biological carbonyl compounds including aldehydes and/or ketones and carboxylic acids. It is also industrially used in chemo-sensor materials, lubricants, etc.

Application

1-Pyrenebutyric hydrazide may be used as a fluorescence derivatization reagent in the following:
  • Determination of succinylacetone (SA) in urine samples of hepatorenal tyrosinemia patients using high-pressure liquid chromatography with fluorescence detection (HPLC-FLD).
  • Determination of glutaric and 3-hydroxyglutaric acids in urine of glutaric acidemia type I patients using HPLC technique with intramolecular excimer-forming fluorescence derivatization.

Other Notes

Fluorescent labeling reagent for carbonyl compounds, e.g. cyclobutanones formed on food irradiation; Labeling of other compounds

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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In the present work, a rapid and novel method of on-target plate derivatization of keratan sulfate (KS) oligosaccharides for subsequent analysis by matrix-assisted laser desorption and ionization (MALDI) mass spectrometry is described. MALDI-(time-of-flight)-TOF spectra of labeled KS oligosaccharides revealed that
Fluorescent-labeled crosslinks in collagen: pyrenebutyrylhydrazine.
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Quantification of glutaric and 3-hydroxyglutaric acids in urine of glutaric acidemia type I patients by HPLC with intramolecular excimer-forming fluorescence derivatization
Al-Dirbashi YO, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 359(1-2), 179-188 (2005)
J A Lee et al.
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Sodium plus potassium activated adenosinetriphosphatase [(Na,K)ATPase] is composed of a catalytic subunit (alpha) and a glycoprotein subunit (beta) of unknown function. A method has been developed to label the beta subunit of purified dog kidney (Na,K)ATPase with fluorescent probes. The
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